Abstract

The total synthesis of 2d-deoxy Lewisx pentasaccharide is described. Ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α,β-D-galactopyranoside was condensed with a diol of glucosamine to regio- and stereoselectively give the disaccharide, the C-2′ position was then reduced after stereoselective fucosylation to afford a Lewisx trisaccharide analogue. Regioselective glycosylation of a known lactoside diol with this trisaccharide provided a pentasaccharide that, after deprotection, gave the target pentasaccharide.

Publication History

Funded by

China Scholarship Council (CSC)

Centre National de la Recherche Scientifique (CNRS)

Université Pierre et Marie Curie (UPMC)

Supporting Information

Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.

Please note: Wiley-Blackwell is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.